ジメチルポリシロキサン

Hexamethyldisiloxane

HCID 24764CAS 107-46-0

基本情報

標準SMILES
C[Si](C)(C)O[Si](C)(C)C
InChIKey
UQEAIHBTYFGYIE-UHFFFAOYSA-N
分子式
C6H18OSi2
平均分子量
162.38 g/mol
単同位体質量
162.08961826

概要

Hexamethyldisiloxane is an organosiloxane consisting of two trimethylsilyl groups covalently bound to a central oxygen.

名称と識別子

優先名称
Hexamethyldisiloxane
IUPAC
trimethyl(trimethylsilyloxy)silane
現地名
ジメチルポリシロキサン
英語名
Dimethicone
分子式
C6H18OSi2
分子量
162.37752

名称と別名

HEXAMETHYLDISILOXANE107-46-0Disiloxane, hexamethyl-Oxybis(trimethylsilane)Fluka AGHexamethyl disiloxaneBis(trimethylsilyl)etherBelsil DM 0.65Bis(trimethylsilyl)oxideBistrimethylsilyl etherKF 96LSilane, oxybis(trimethyl-
名称をさらに表示
ジメチコンジメチルポリシロキサンジメチコン (JAN)ジメチルプロピルシロキサンSILICONE FLUIDdimeticonePOLYMETHYLSILOXANEDIMETHICONE 350Dimethyl silicone oilDIMETHYL SILICONEPOLYDIMETHYLSILOXANPolysilaneDimeticonumDimeticone CRS
Dow corning 200OS 10DTXSID4026769D7M4659BPUAEC DISILOXANEMIRASIL HMSNSC-43346VOLASIL DM-0.65

データベース識別子

CAS
107-46-0、9006-65-9
PubChem CID
24764
DTXSID
DTXSID4026769
ChEMBL
CHEMBL3184090
ChEBI
CHEBI:78002
UNII
D7M4659BPU
EC Number
203-492-7
Nikkaji
J3.247F

物性

構造計算による物性

極性表面積
9.2 Ų
水素結合供与体数
0
水素結合受容体数
1
回転可能結合数
2
重原子数
9

実験および物理化学的性質

Chemical ClassesMetals -> Metalloid Compounds (Silicon)
DrugsPharmaceuticals
CosmeticsAntistatic; Emollient; Skin conditioning; Antifoaming
SpringerMaterials Properties29Si nuclear magnetic resonance spectrum
LogPlog Kow = 4.2
Density · 2 件

0.7638 at 20 °C

0.76 @ 20°C

物理化学的性質

比重(密度)
1 g/mL · 1 g/mL at 20 °C
蒸気圧
5 mm · 5 mm Hg ( 20 °C)
屈折率
20 · n20/D 1.406
闪点
121 °C · 121 °C
貯蔵温度
Refrigerator
溶解性
水にほとんど溶けず、無水エタノールに非常に溶けにくいかほとんど溶けず、酢酸エチル、メチルエチルケトン、トルエンと混和します。
化学的性質 · 1 件

化学的特性Dimethicones are clear, colorless liquids available in various viscosities. Dimethicone is a fluid mixture of fully methylated linear siloxane polymers end-blocked with trimethylsiloxy units. Methicone is a linear monomethyl polysiloxane. Dimethicone are safe as used in cosmetic formulations, vulcanization.

安全と法規制

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 0.1% (5 of 3584) of reports.

Danger

H225 (98.8%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P273, P280, P303+P361+P353, P370+P378, P391, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3584 reports by companies from 24 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

危険有害性情報

Regulatory Information · 4 件

Chemical: Disiloxane, hexamethyl-

Disiloxane, 1,1,1,3,3,3-hexamethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Disiloxane, 1,1,1,3,3,3-hexamethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 15-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15156

Hexamethyldisiloxane: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Disiloxane, hexamethyl-: Human health tier II assessment
Hazards Summary · 1 件

An eye irritant; Oral LD50 (rat) = >5000 mg/kg; [HSDB] In a 28-day feeding study of rats, 8 mg/kg/day was the no toxic effect level; Food consumption was decreased and changes were seen in the liver and blood cells in animals fed 640 mg/kg/day; [TSCA Sub-Acute Oral Toxicity Study in Rats] May cause irritation; [MSDSonline]

Special Reports · 2 件

European Chemicals Bureau; IUCLID Dataset, Hexamethyldisiloxane (107-46-0) (2000 CD-ROM edition). Available from the database query page: http://ecb.jrc.it/esis/esis.php as of July 31, 2006

After the siloxanes class of chemicals was designated to the Interagency Testing Committee (ITC) Priority Testing List, an industry consortium, the Silicones Environmental, Health and Safety Council of North America (SEHSC), worked in cooperation with the ITC and the U.S. Environmental Protection Agency (EPA) to sponsor a voluntary health and safety program for siloxanes. Abstracts of each research report funded through SEHSC are posted under Siloxane Research Program on the SEHSC website [http://www.sehsc.com/srp-research-reports.asp]. The SEHSC also provides information on obtaining full copies of the reports from the EPA on this website.

TSCA Requirements · 2 件

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Hexamethyldisiloxane is included on this list.

Hazard Classes and Categories · 3 件

Flam. Liq. 2 (98.8%)

Flammable liquids - Category 2

Flammable liquids - Category 2

安全と保護具

Disposal Methods · 1 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Protective Action Criteria (PAC) · 3 件

11 [ppm]

120 [ppm]

700 [ppm]

毒性情報

Interactions... Hexamethyldisiloxane (HMDS) coadministered with ethinyl estradiol (EE) did produce a small, but statistically significant reduction in uterine weight compared to EE alone.
Ecotoxicity ValuesLC50 Oncorhynchus mykiss (rainbow trout) ca 3.02 mg/L/96 hr, flow-through bioassay
Environmental Fate · 4 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 4,600(SRC), determined from a log Kow of 4.2(2) and a regression-derived equation(3), indicates that hexamethyldisiloxane is expected to have slight mobility in soil(SRC). Volatilization of hexamethyldisiloxane from moist soil surfaces is expected to be an important fate process(SRC) given a estimated Henry's Law constant of 0.0453 atm-cu m/mole(4). Hexamethyldisiloxane is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 42.1 mm Hg(5). However, adsorption to soil is expected to attenuate volatilization(SRC). No biodegradation data regarding hexamethyldisiloxane were found; however, dimethyl siloxanes in general are highly resistant to biodegradation(6). As a member of this class biodegradation is not expected to be an important fate process.

TERRESTRIAL FATE: Poly(dimethylsiloxane) (PDMS) fluids in intimate contact with many soils undergo siloxane redistribution and hydrolysis, resulting in the formation of low molecular weight cyclic and linear oligomers. Low molecular weight hydroxy-functional hydrolysis products are water soluble, and the cyclics and trimethylsiloxy-end-blocked oligomers are volatile, thus providing materials which can partition from the soil to the water and atmospheric environmental compartments(1). /Poly(dimethylsiloxane)/

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 4,600(SRC), determined from a log Kow of 4.2(2) and a regression-derived equation(3), indicates that hexamethyldisiloxane is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 0.0453 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 1.3 hours and 5 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 30 days if adsorption is considered(5). According to a classification scheme(6), an estimated BCF of 340(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is high(SRC). Polydimethylsiloxane fluids undergo siloxane bond rearrangement to form low molecular weight linear and cyclic oligomers that are water soluble(8), indicating that hydrolysis of hexamethyldisiloxane may be an important environmental fate process leading to products that will predominantly partition into the atmosphere. No biodegradation data regarding hexamethyldisiloxane were found; however dimethyl siloxanes in general are highly resistant to biodegradation(9). As a member of this class biodegradation is not expected to be an important fate process.

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), hexamethyldisiloxane, which has a vapor pressure of 42.1 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase hexamethyldisiloxane is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 18 days(SRC), calculated from its rate constant of 1.4x10-12 cu cm/molecule-sec at 25 °C(3). Methyl siloxanes are transparent to UV radiation >290 nm(4) and therefore hexamethyldisiloxane is not expected to undergo direct photolytic degradation(SRC).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Effluent Concentrations · 1 件

Hexamethyldisiloxane was detected in two separate domestic waste sites in Munich Germany at concentrations of 0.01 and 0.31-0.45 mg/cu m(1). Hexamethyldisiloxane was also detected in the respective sewage treatment plants at concentrations of 0.14-0.17 and 0.18-0.20 mg/cu m, respectively(1).

Soil Adsorption/Mobility · 1 件

The Koc of hexamethyldisiloxane is estimated as 4,600(SRC), using a log Kow of 4.2(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that hexamethyldisiloxane is expected to have slight mobility in soil.

法規制情報

TSCA Requirements · 2 件

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Hexamethyldisiloxane is included on this list.

安全データ

wgk
3
rtecs
TQ2690000
risk_code
36/37/38
hazard_code
Xi
safety_code
24/25-26
ストレージクラス
11 - Combustible Solids

化学と産業

薬理情報

Metabolism/Metabolites · 3 件

Urine is a primary route of elimination of hexamethyldisiloxane (MM) in the form of metabolites. Accordingly, to aid in the pharmacokinetic investigations, major metabolites of MM were identified in urine collected from Fischer rats (F-344) administered (14)C-MM orally and via intravenous injection ... The structural assignments were based on GC-MS analysis of the tetrahydrofuran or methylene chloride extracts of urine containing the metabolites. Some of the metabolites in the extract required protection with trimethylsilyl groups prior to GC-MS analysis using bis(trimethylsilyl)trifluoroacetamide or highly purified hexamethyldisiloxane ... The following are among the major metabolites identified: Me2Si(OH)2; HOMe2SiCH2OH; HOCH2Me2SiOSiMe2CH2OH (predominant); HOCH2Me2SiOSiMe3; HOMe2SiOSiMe3; Me3SiOH. Besides these there were also three other metabolites- HOMe2SiOSiMe2CH2OH, 2,2,5,5- tetramethyl-2,5-disila-1,3-dioxalane and 2,2,5,5-tetramethyl-1,4-dioxa-2,5- disilacyclohexane inferred from GC-MS analyses. Their presence in the HPLC metabolite profile was not established. No parent MM was present in urine. The presence of certain metabolites such as Me2Si(OH)2 and HOMe2SiCH2OH clearly established some demethylation at the silicon-methyl bonds. Metabolites of this linear siloxane are structurally different from that obtained for cyclic siloxanes (D4 and D5) except for the commonly present Me2Si(OH)2. A mechanistic pathway for the formation of the metabolites was proposed.

Major metabolites of hexamethyldisiloxane (MM) a... were identified in urine collected from Fischer (F-344) rats administered (14)C-MM ... orally and via intravenous injection. ... The following are among the major metabolites identified in the case of MM: Me(2)Si(OH)(2), HOMe(2)SiCH(2)OH, HOCH(2)Me(2)SiOSiMe(2)CH(2)OH, HOMe(2)SiOSiMe(2)CH(2)-OH, HOCH(2)Me(2)SiOSiMe(3), and Me(3)SiOH. No parent MM ... was present in urine. The presence of certain metabolites such as HOMe(2)SiCH(2)OH and Me(2)Si(OH)(2) in MM ... clearly established the occurrence of demethylation at the silicon-methyl bonds. Metabolites of the linear siloxane are structurally different from that obtained for cyclic siloxane except for the commonly present Me(2)Si(OH)(2). Mechanistic pathways for the formation of the metabolites were proposed.

Phenyltrimethylsilane given intragastrically to rats was absorbed and eliminated in urine. Three percent of total urinary activity was shown to be from hexamethyldisiloxane.

Absorption, Distribution and Excretion · 1 件

To examine the distribution of low molecular weight silicones in body organs, separate groups of female CD-1 mice were injected with either breast implant distillate composed primarily of hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, and tetradecamethylcycloheptasiloxane or a polydimethylsiloxane oil containing low molecular weight linear siloxanes. Mice were injected subcutaneously in the suprascapular area and killed at different times. Levels of individual low molecular weight silicones were measured in 10 different organs (brain, heart, kidney, liver, lung, mesenteric lymph nodes, ovaries, spleen, skeletal muscle, and uterus). In mice treated with the cyclosiloxane mixture and killed at 3, 6, or 9 weeks, highest levels of cyclosiloxanes were found in the mesenteric lymph nodes, ovaries, and uterus, but all organs examined contained cyclosiloxanes. In a cohort killed at 1 year, most organs contained measurable cyclosiloxanes with highest levels in mesenteric lymph nodes, abdominal fat, and ovaries. Of the individual cyclosiloxanes measured, selective retention of decamethylcyclopentasiloxane and dodecamethylcyclohexasiloxane relative to octamethylcyclotetrasiloxane was seen in all organs at all time points studied. Organs from animals receiving the linear siloxane mixture were harvested at 9, 12, and 15 weeks. ... Maximum levels in the brain, lungs, and mesenteric lymph nodes /were found/, but all other organs contained measurable levels. These data are, to the best of our knowledge, the first demonstration that after a single subcutaneous injection silicones are widely distributed throughout the body and can persist over an extended period.

Cellular LocationsMembrane

用途と製造

Uses · 6 件

Used to make silicone fluids, elastomers, octamethylcyclotetrasiloxane, and fluorosilicone oils; Also used in cosmetics and in photolithography applications (adhesion promoter/priming agent); [HSDB]

Hydraulic fluid /Organo Silicate MLO 5277/

Chemical intermediate for silicone fluids and elastomers

Hexamethyldisiloxane is used in cosmetic and personal care products, in the production of octamethylcyclotetrasiloxane, as an adhesion promotor-priming agent for photolithography applications, and as an end blocking agent in the production of fluorosilicone oils.

/Used/ ... for headlights ... as a protective layer 20-30 nm thick ... effective diffusion barrier (condensed water resistance is 1000 times greater than without coating) ... . Other applications include the hydrophilic coating of contact lenses and the coating of medical materials to improve biocompatibility.

Used as antifoams in aqueous systems, in petroleum processing, and in laundry detergents ... In human and veterinary medicine ... used as antiflatulent agents ... Useful as lubricants (eg, for films, yarn, medical articles, wine corks, and fillers). /Polydimethylsiloxanes/

U.S. Production · 6 件

2023: 10,000,000 - <25,000,000 lb

This chemical is listed as a High Production Volume (HPV) (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

(1977) At least 4.58x10+8 g (est.)

(1986) >1 million-10 million pounds

(1990) >1 million-10 million pounds

For more U.S. Production (Complete) data for HEXAMETHYLDISILOXANE (7 total), please visit the HSDB record page.

Consumer UsesDiluent
Industry UsesOther
Methods of ManufacturingAcid hydrolysis of chlorotrimethylsilane and purification by distillation.
Use ClassificationCosmetics -> Antistatic; Emollient; Skin conditioning; Antifoaming
応用分野 · 1 件

使用dimethicone is a form of silicone used to give products lubricity, slip, and good feel. It can also serve as a formulation defoamer and help reduce the feeling of greasiness that some creams leave on the skin immediately upon application. In addition, dimethicone is reported to protect the skin against moisture loss when used in larger quantities. It improves product flow and spreadability. In combination with other ingredients, dimethicone becomes a good waterproofing material for sunscreen emulsions, and helps reduce the greasiness often seen in high-SPF preparations.

調製方法 · 1 件

Dimethicone isapoly (dimethylsiloxane) obtained by hydrolysis and polycondensation of dichlorodimethylsilane and chlorotrimethylsilane. The hydrolysis products contain active silanol groups through which condensation polymerization proceeds. By varying the proportions of chlorotrimethylsilane, which acts as a chain terminator, silicones of varying molecular weight may be prepared. Different grades of dimethicone are produced that may be distinguished by a number placed after the name indicating the nominal viscosity. For example, ABIL 20 (Evonik Goldschmidt UK Ltd) has a nominal kinematic viscosity of 18–22mm2/s (18–22cSt).

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

補足説明

定義本品は、ジメチルポリシロキサンの末端をトリメチルシロキシ基で封鎖した重合体であり、次の化学式で表される。

定義ChEBI: A polydimethylsiloxane macromolecule, composed of dimethylsiloxane repeating units.

関連反応

69 件

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